N-[4-(9'-methoxy-2'-oxo-2H-pyrano[2,3-b]quinolin-5'-ylamino)phenyl]methanesulfonamide | 1133793-45-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: N-[4-(9'-methoxy-2'-oxo-2H-pyrano[2,3-b]quinolin-5'-ylamino)phenyl]methanesulfonamide
• 英文别名: N-[4-[(9-methoxy-2-oxopyrano[2,3-b]quinolin-5-yl)amino]phenyl]methanesulfonamide
• CAS: 1133793-45-9
• 化学式: C₂₀H₁₇N₃O₅S
• 分子量: 411.438
• InChiKey: FHBWMQMGINETBF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  29
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  115
• 氢给体数：
  2
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  5-chloro-9-methoxy-2H-pyrano[2,3-b]quinolin-2-one 、 4-甲磺酰胺基苯胺 以 N,N-二甲基甲酰胺 为溶剂， 以33%的产率得到N-[4-(9'-methoxy-2'-oxo-2H-pyrano[2,3-b]quinolin-5'-ylamino)phenyl]methanesulfonamide
  参考文献：
  名称：

  Synthesis and antitumor activity of novel amsacrine analogs: The critical role of the acridine moiety in determining their biological activity

  摘要：

  A new series of N-[4-(2'-oxo-2H-pyrano[2,3-b]quinolin-5'-ylamino)-phenyl]-methanesulfonamides was prepared and analyzed as novel amsacrine-like derivatives. Our preliminary biological evaluation has shown that the replacement of the acridine moiety with the analogous 2-oxo-2H-pyrano[2,3-b]quinoline system drastically reduced both their anticancer activity and their propency to intercalate into double stranded DNA. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2008.11.072